Ammonia → HCID 20237863, compound

HRID 365188Notes

Reaction equation

HRID 365188 reaction equation
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:9](=[O:10])[C:8]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:7]2[C:6]1=[O:15].[CH3:16][C:17]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:18]=1[NH2:19].Br.N>C(OCC)C>[C:9]1(=[O:10])[N:5]([CH2:4][CH2:3][CH2:2][NH:19][C:18]2[C:20]([CH3:24])=[CH:21][CH:22]=[CH:23][C:17]=2[CH3:16])[C:6](=[O:15])[C:7]2=[CH:14][CH:13]=[CH:12][CH:11]=[C:8]12

Participants

6

Reactant 4

HCID 222AmmoniaHCID 260Hydrogen BromideHCID 68962,6-DimethylanilineHCID 21611N-3-Bromopropylphthalimide

Product 1

HCID 20237863HCID 20237863, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

50 g. N-(3-Bromopropyl)-phthalimide and 50 g. 2,6-dimethylaniline are stirred for 5 hours at 100° C. After adding diethyl ether to the reaction mixture, it is filtered off with suction to give 69 g. of the hydrobromide (m.p. 226°-228° C.). The base is liberated from aqueous solution by adding a concentrated aqueous solution of ammonia. There are obtained 48 g. (83% of theory) of the desired product in the form of colorless crystals; m.p. 97°-98° C.

Workup

  1. filtrationis filtered off with suction
  2. customto give 69 g
  3. customThere are obtained 48 g

Sources & evidence

ORD record
ord-e9ef9ff020134831a565c2620475d979
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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